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Strategic Construction of Directly Linked Porphyrin–BODIPY Hybrids
Author(s) -
Xu Lei,
Wen Bin,
Kim Gakhyun,
Kim Taeyeon,
Cheng Fei,
Zhou Mingbo,
Xu Ling,
Tanaka Takayuki,
Yin Bangshao,
Osuka Atsuhiro,
Kim Dongho,
Song Jianxin
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201707237
Subject(s) - porphyrin , tetramer , chemistry , pentamer , hybrid , bodipy , dimer , random hexamer , crystallography , trimer , photochemistry , stereochemistry , fluorescence , optics , organic chemistry , physics , biology , biochemistry , botany , enzyme
A powerful and concise synthesis of directly linked porphyrin‐BODIPY hybrids has been demonstrated, which consists of condensation of directly linked meso ‐pyrroyl Ni II ‐porphyrin with arylaldehyde, oxidation with p ‐chloranil, and complexation with BF 3 ⋅Et 2 O. Synthesized hybrids include porphyrin dimer 6Ni , trimers 8Ni , 9Ni , tetramer 12Ni , pentamer 16Ni , hexamer 13Ni , and nonamers 17Ni and 18Ni . The structures of 6Ni , 9Ni and 12Ni were unambiguously confirmed by X‐ray diffraction analysis. Some Ni II porphyrins were effectively converted to the corresponding Zn II porphryins. In these hybrids, the pigments are three‐dimensionally arranged with a face‐to‐face dimeric porphyrin unit in a well‐defined manner, featuring their potential as light‐harvesting antenna and functional hosts.